KR930017872A - Method for producing sulfamide - Google Patents

Method for producing sulfamide Download PDF

Info

Publication number
KR930017872A
KR930017872A KR1019930002367A KR930002367A KR930017872A KR 930017872 A KR930017872 A KR 930017872A KR 1019930002367 A KR1019930002367 A KR 1019930002367A KR 930002367 A KR930002367 A KR 930002367A KR 930017872 A KR930017872 A KR 930017872A
Authority
KR
South Korea
Prior art keywords
sulfamide
ring
alkyl
group
represented
Prior art date
Application number
KR1019930002367A
Other languages
Korean (ko)
Other versions
KR100271907B1 (en
Inventor
유지 센도
마고또 기이
야스히로 니시다니
다다시 이리에
유다까 니시노
Original Assignee
시오노 요시히꼬
시오노기 세이야꾸 가부시끼 가이샤
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP4221767A external-priority patent/JP2542773B2/en
Application filed by 시오노 요시히꼬, 시오노기 세이야꾸 가부시끼 가이샤 filed Critical 시오노 요시히꼬
Publication of KR930017872A publication Critical patent/KR930017872A/en
Application granted granted Critical
Publication of KR100271907B1 publication Critical patent/KR100271907B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C307/00—Amides of sulfuric acids, i.e. compounds having singly-bound oxygen atoms of sulfate groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C307/04—Diamides of sulfuric acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/12—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
    • C07D477/02—Preparation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
    • C07D477/10—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D477/12—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
    • C07D477/14—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
    • C07D477/10—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D477/12—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
    • C07D477/16—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hetero atoms or carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 3
    • C07D477/20—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/02—Preparation
    • C07D501/04—Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Cephalosporin Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Pyrrole Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

본 발명에 의한 술파미드의 제조방법은 옥시카르보닐술파미드 화합물과 알코올을 아조디카르복실산 유도체와 3가 인 화합물의 존재하에서, 반응시키는 단계로 구성된다.The method for producing sulfamide according to the present invention comprises the step of reacting an oxycarbonyl sulfamide compound and an alcohol in the presence of an azodicarboxylic acid derivative and a trivalent phosphorus compound.

본 발명의 한 실시형태에 있어서, 상기 술파미드는 하기 일반식(I)로, 상기 알코올은 하기 일반식 (Ⅱ)로, 상기 옥시카르보닐 술파미드 화합물은 하기 구조식(Ⅲ)으로 각각 표시되는 것을 특징으로 하는 술파미드의 제조방법In one embodiment of the present invention, the sulfamide is represented by the following general formula (I), the alcohol is represented by the following general formula (II), and the oxycarbonyl sulfamide compound is represented by the following structural formula (III) Method for producing sulfamide

R3NHSO2NR1R2(I)R 3 NHSO 2 NR 1 R 2 (I)

(단, 상기 식중R1및 R는 각각 수소, 알킬, 시클로알킬, 알케닐, 알키닐, 아르알킬, 아릴, 헤테로시클릭기 및 이들 헤테로시클릭 기로 치환된 알킬기 중에서 독립적으로 선택되는 기이고;R3는 알킬, 알케닐, 알키닐, 아르알킬, 헤테로시클릭 기, 헤테로시클릭 기로 치환된 알킬 및 피롤리디닐 메틸 중에서 선택된는 기이며(상기한 헤테로시클릭 기는 피라노실, 푸라노실, 피페리디닐, 피롤리디닐, 아제티지논환, 세펨 환, 페템 환 및 카르바페넴 환 중에서 선택되는 것임);Provided that R 1 and R are each independently selected from hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, aryl, heterocyclic group and alkyl group substituted with these heterocyclic groups; R 3 is a group selected from alkyl, alkenyl, alkynyl, aralkyl, heterocyclic group, alkyl substituted by heterocyclic group and pyrrolidinyl methyl (the heterocyclic groups described above are pyranosyl, furanosyl, piperididi Neil, pyrrolidinyl, azetininone ring, cefem ring, fetem ring and carbapenem ring);

R3OH (Ⅱ)R 3 OH (II)

(단, 상기 식중 R3는 상기에서 정의한 바와 같음);Provided that R 3 is as defined above;

R4OOC-NHSO2NR1R2(Ⅲ)R 4 OOC-NHSO 2 NR 1 R 2 (III)

(단, 상기 식중 R1및 R2는 상기에서 정의된 바와 같고, R4는 카르복시 보호기 임)으로 각각 나타내어 진다.Wherein R 1 and R 2 are as defined above and R 4 is a carboxy protecting group.

Description

술파미드의 제조방법Method for producing sulfamide

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (3)

옥시카르보닐술파미드 화합물과 알코올을 아조디카르복실산 유도체와 3가 인 화합물의 존재하에서, 반응시키는 단계로 이루어지는 술파미드의 제조방법.A method for producing sulfamide, comprising the step of reacting an oxycarbonyl sulfamide compound and an alcohol in the presence of an azodicarboxylic acid derivative and a trivalent phosphorus compound. 제1항에 있어서, 상기 술파미드는 하기 일반식 (I)로, 상기 알코올은 하기 일반식(Ⅱ)로, 상기 옥시카르보닐 술파미드화합물은 하기 구조식(Ⅲ)으로 각각 표시되는 것을 특징으로 하는 술파미드의 제조방법.The method according to claim 1, wherein the sulfamide is represented by the following general formula (I), the alcohol is represented by the general formula (II), and the oxycarbonyl sulfamide compound is represented by the following structural formula (III) Method for producing sulfamide. R3NHSO2NR1R2(I)R 3 NHSO 2 NR 1 R 2 (I) (단, 상기 식중 R1및 R는 각각 수소, 알킬, 시클로알킬, 알케닐, 알키닐, 아르알킬, 아릴, 헤테로시클릭 기 및 이들 헤테로시클릭 기로 치환된 알킬기 중에서 독립적으로 선택되는 기이고; R3는 알킬, 알케닐, 알키닐, 아르알킬, 헤테로시클릭 기, 헤테로시클릭 기로 치환된 알킬 및 피롤리디닐 메틸 중에서 선택되는 기이며(상기한 테로시클릭 기는 피라노실, 푸라노실, 페페리디닐, 필롤리디닐, 아제티지논 환, 세펨 환, 페템 환 및 카르바페넴 환 중에서 선택되는 것임);Provided that R 1 and R are each independently selected from hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, aryl, heterocyclic groups and alkyl groups substituted with these heterocyclic groups; R 3 is a group selected from alkyl, alkenyl, alkynyl, aralkyl, heterocyclic group, alkyl substituted with heterocyclic group and pyrrolidinyl methyl (the above terrocyclic groups are pyranosyl, furanosyl, pepe Lidinyl, pirrolidinyl, azetininone ring, cefem ring, fetem ring and carbapenem ring); R3OH (Ⅱ)R 3 OH (II) (단, 상기 식중 R3는 상기에서 정의한 바와 같음);Provided that R 3 is as defined above; R4OOC-NHSO2NR1R2(Ⅲ)R 4 OOC-NHSO 2 NR 1 R 2 (III) (단, 상기 식중 R1및 R2는 상기에서 정의된 바와 같고, R4는 카르복시 보호기 임)Wherein R 1 and R 2 are as defined above and R 4 is a carboxy protecting group. 제1항 또는 제2항중 어느 한항에 있어서, -COOR4기를 제거하는 단계를 더욱 포함하는 것을 특징으로 하는 술파미드의 제조방법.The method of claim 1 or 2, further comprising the step of removing the -COOR 4 group. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019930002367A 1992-02-21 1993-02-20 A production method for sulfamide KR100271907B1 (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
JP3536692 1992-02-21
JP92-35366 1992-02-21
JP18093092 1992-07-08
JP92-180930 1992-07-08
JP4221767A JP2542773B2 (en) 1991-08-20 1992-08-20 Pyrrolidyl thiocarbapenem derivative
JP92-221767 1992-08-20

Publications (2)

Publication Number Publication Date
KR930017872A true KR930017872A (en) 1993-09-20
KR100271907B1 KR100271907B1 (en) 2000-11-15

Family

ID=27287138

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019930002367A KR100271907B1 (en) 1992-02-21 1993-02-20 A production method for sulfamide

Country Status (2)

Country Link
JP (1) JP3238512B2 (en)
KR (1) KR100271907B1 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100305217B1 (en) * 1999-08-03 2001-09-24 김충섭 Sulfonylaminimide and cationic polymerization composit containing them

Also Published As

Publication number Publication date
JP3238512B2 (en) 2001-12-17
JPH0672986A (en) 1994-03-15
KR100271907B1 (en) 2000-11-15

Similar Documents

Publication Publication Date Title
NO945090L (en) Compounds useful as sweeteners, and process for their preparation
AU638747B2 (en) Improvements in or relating to organic compounds
DE69403718T2 (en) Networking process
TR199700885T1 (en) Method for the recovery of an organic compound from solutions.
CA2178604A1 (en) Novel imidazole derivative and process for producing the same
KR920008018A (en) Method for preparing piperazine derivatives
KR930017872A (en) Method for producing sulfamide
ATE147726T1 (en) METHOD FOR PRODUCING SULFAMIDE
KR860001064A (en) Method for preparing β-lactam compound
KR860001065A (en) Method for preparing 4-acetoxy-3-hydroxyethylazetizin-2-one derivative
KR890000456A (en) Method for preparing polyoxygenated ladan derivative thereof and use thereof as medicament
KR860002490A (en) Method for preparing 2,3-dihydrobenzofuran-5-sulfonamide derivative
IE890090L (en) Process for preparing 1-alkyl-5-nitroimidazoles
GB2017087A (en) Process for the preparation of xanthone derivatives
ES2055108T3 (en) PURIFICATION OF ISOTIAZOLONES.
ES2182317T3 (en) PRODUCTION OF AVERMECTINE COMPOUNDS.
KR860002458A (en) Method for preparing oxymino diphenyl ether derivative
DE3268574D1 (en) Process for the production of quinoline containing heterocycles, intermediates, and process for the production of the intermediates
KR870003114A (en) Tetrahydroisoquinoline derivatives
KR970027055A (en) Method for preparing 1-substituted pyrrole-3-carboxylic acid derivative
KR860001087A (en) Method for preparing substituted 1,3-dioxane
KR830004335A (en) Method for preparing 6α, 9α-difluoro-16-methyl-prednisolone-17,21-diester
KR840004055A (en) Manufacturing method of compound having efficacy of analgesic and anti-inflammatory
DE69108930T2 (en) TETRAPEPTIDANTANTIBIOTICS MADE FROM DALBAHEPTIDE.
KR890012005A (en) K-41 derivative

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20120802

Year of fee payment: 13

EXPY Expiration of term